Outbound Collective logo

Portola Valley, California

Looking for the best running in Portola Valley? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Portola Valley. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Running Spots in and near Portola Valley

  • Woodside, California

    Hike through Wunderlich County Park

    5.0
    4.5 mi / 1400 ft gain
    Located in the iconic Silicon Valley town of Woodside, Wunderlich County Park offers a number of hiking trails as well as some horseback riding trails through the wilderness.  Once in the parking lot, you will see a number of stables, riding ring, as well as a beautiful historic stable that was o...
    Read more
  • Palo Alto, California

    Hike the Arastradero Preserve Loop

    3.0
    4.5 mi / 600 ft gain
    Getting There: From Hwy 280, take the Page Mill Road exit and head West on Page Mill Road, away from Downtown Palo Alto (if you're taking 101, exit on Oregon Expressway). Then turn right on Arastradero Road. There will be a small sign indicating the dirt parking lot on the eastern side of the str...
    Read more
  • Redwood City, California

    Hike or Bike the Old Growth Redwood Loop at El Corte de Madera

    4.4
    8.8 mi / 1900 ft gain
    This hike starts at the middle parking lot of the El Corte de Madera Open Space Preserve. The middle lot is located roughly a mile south on Skyline Boulevard from the Skeggs Point Vista. From the parking lot, take the Methuselah Trail for 0.3 miles until you reach the Timberview Trail. Take this ...
    Read more
  • Stanford, California

    Stanford Dish Loop

    4.4
    3.67 mi / 472 ft gain
    If you live in the Palo Alto area and are looking for a place to hike or run, The Dish is a close, and great way to get that exercise. Located right on the corner of Stanford Ave and Junipero Serra, you'll see that small gated entrance right when you drive on by. As far as parking goes, you're le...
    Read more
  • Redwood City, California

    Hike the Crystal Springs Trail Loop

    5.6 mi / 1300 ft gain
    This is a great hike for any season of the year, with rushing streams during the winter, wildflowers in the spring, and cool, shaded canyons during the summer. Starting from near the Zwierlein Picnic area, take the Crystal Springs to the left into the redwood forest. Stay straight at the next tra...
    Read more
  • Los Altos, California

    Hike the Monte Bello Open Space Preserve Loop

    4.5
    2.9 mi / 600 ft gain
    This hike is best done in the late fall, winter, and spring so that the creek is running and the hills are green. Starting at the preserve parking lot, the first half of the hike is predominantly downhill. At the main trailhead, start in the direction of the Stevens Creek Nature Trail, as told by...
    Read more
  • Redwood City, California

    Hike Russian Ridge

    4.5
    4 mi
    Russian Ridge offers a great place to jump on the trail and in the right season, see some of the best wildflowers blooming. On top of that, you get access to amazing views from the ridge. Once you hit your parking space, add a little extra warm up before jumping on the trail to make this 3.7-mil...
    Read more
  • Redwood City, California

    Hike the Methuselah and El Corte De Madera Creek Loop

    6.2 mi / 1800 ft gain
    This loop hike will provide people with the opportunity to experience the tranquility of the lower canyons of the preserve, which tend to be more isolated than the heavier-trafficked trails that are closer to the main highway. Be warned that this hike is fairly strenuous because of the large amou...
    Read more
  • Redwood City, California

    Hike Edgewood Park and Natural Preserve

    4.0
    4.2 mi / 600 ft gain
    Edgewood Park and Natural Preserve rests in San Mateo County, California. The sweeping hillsides exemplify the true native flora of California, as the foundation of rock and soil is poor in nutrients. Only a few specialized native plants are adapted to live here--don't miss the unique wildflower ...
    Read more
  • Redwood City, California

    Hike the Pulgas Ridge Open Space Preserve Loop

    3.7
    5.5 mi / 1000 ft gain
    Getting there: exit Highway 280 at Edgewood Road, travel .75 miles east, turn left on Crestview Drive, then immediately left again on Edmonds Road.Once parked, there are several different path options through the park. All of them connect in a large loop, and return to the parking lot. The Cordil...
    Read more
  • Redwood City, California

    Hike Purisima Creek Redwoods OSP

    4.6
    7 mi
    There are two places to park for this specific loop- the main parking area on Highway 35 (Skyline Boulevard) and a smaller parking lot on the western end of the park. I would recommend parking at whichever is closest. Find directions to both on Openspace.org. From the main parking lot, the trail ...
    Read more
  • Loma Mar, California

    Camp Under the Redwoods at Memorial Park

    With old growth redwoods and a creek swimming area, Memorial Park is a perfect escape from the hustle and bustle of the Bay Area. Memorial Park is only a few miles east of the town of Pescadero. To get here, you can either approach from Highway 1 and drive up Pescadero Creek Road or take Highway ...
    Read more
  • Loma Mar, California

    Bike Pescadero Creek County Park

    5.0
    12.5 mi / 1350 ft gain
    Pescadero Creek County Park and the connected Sam McDonald and Memorial Park are located deep in the Santa Cruz Mountains holding a vast network of secluded trails. From biking to backpacking, this area is a perfect place for a day or weekend adventure. This area also has the added bonus having r...
    Read more
  • Los Gatos, California

    Lost Mine Trail Run

    Communes, dairy, and gold. These words are not often associated with trail running, but out on Monte Bello Ridge and Black Mountain which rise high above Silicon Valley, you might just hear them uttered.From the parking area in Skyline Open Space we start our run by crossing Skyline Boulevard and...
    Read more
  • Belmont, California

    Hike San Mateo's Sugarloaf Mountain

    5.0
    1.5 mi / 500 ft gain
    Sugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents.I always park on Glendora Dr. and follow the paved path down towards the playground. At the bo...
    Read more
  • Half Moon Bay, California

    Half Moon Bay Coastal Trail

    3.64 mi / 322 ft gain
    Half Moon Bay Coastal Trail is an out-and-back trail where you may see local wildlife located near Half Moon Bay, California.
    Read more